Viewed on an early Spring day, a wooden staircase along a sandy hillside at Indiana Dunes National Park, near Chesterton, IN.

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Our top choices for Chesterton hotels

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1,013 reviews)
"The swimming pool was so nice and warm. The hotel is very stylish. We loved our stay."
United States
Qijun
The price is SARĀ 484
SARĀ 561 total
includes taxes & fees
28 Jun - 29 Jun
Spring House Inn

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,003 reviews)
"The room was clean and staff was friendly. Would stay again. "
United States
Katie
The price is SARĀ 584
SARĀ 654 total
includes taxes & fees
28 Jun - 29 Jun
Hilton Garden Inn Chesterton

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (68 reviews)
"What a fun getaway so close to the Park!"
United States
Deborah
The price is SARĀ 426
SARĀ 477 total
includes taxes & fees
29 Jun - 30 Jun
Furness Mansion

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Joel
The price is SARĀ 526
SARĀ 589 total
includes taxes & fees
30 Jun - 1 Jul
Best Western Indian Oak

Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
8.0 out of 10, Very Good, (762 reviews)
"Clean room, nice pool for kids, helpful staff"
United States
Susan
The price is SARĀ 399
SARĀ 447 total
includes taxes & fees
26 Jul - 27 Jul
Quality Inn Chesterton near Indiana Dunes National Park I-94

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,001 reviews)
"Nice stay"
United States
Marty
The price is SARĀ 410
SARĀ 459 total
includes taxes & fees
28 Jun - 29 Jun
Waterbird Lakeside Inn

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
3.0 star property
Chesterton
The price is SARĀ 1,010
SARĀ 2,263 total
includes taxes & fees
30 Jun - 1 Jul
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
8.0 out of 10, Very Good, (1,001 reviews)
"Great hotel at a good location and good price."
United States
Michael
The price is SARĀ 412
SARĀ 462 total
includes taxes & fees
19 Jul - 20 Jul
Comfort Inn & Suites Porter near Indiana Dunes

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (356 reviews)
"Staff is amazing! Debbie knows so many different languages to greet people and told me some fun fact of the birding festival! "
United States
Yanyu
The price is SARĀ 338
SARĀ 378 total
includes taxes & fees
9 Jul - 10 Jul
Fairbridge Inn Express Chesterton

Huge Family Home w/ Pool - 13 Mi to Lake Michigan!

Huge Family Home w/ Pool - 13 Mi to Lake Michigan!
3.0 star property
La Porte
The price is SARĀ 3,214
SARĀ 5,375 total
includes taxes & fees
22 Jul - 23 Jul
Huge Family Home w/ Pool - 13 Mi to Lake Michigan!

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1,941 reviews)
"Very nice place to stay"
United States
PAUL
The price is SARĀ 436
SARĀ 506 total
includes taxes & fees
7 Jul - 8 Jul
Four Winds Casino Resort – New Buffalo

Comfort Inn La Porte

Comfort Inn La Porte
2.5 star property
La Porte
9.0 out of 10, Wonderful, (757 reviews)
"Nice place"
United States
Lacresha
The price is SARĀ 504
SARĀ 564 total
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn La Porte

Holiday Inn Express & Suites La Porte by IHG

Holiday Inn Express & Suites La Porte by IHG
2.5 star property
La Porte
9.0 out of 10, Wonderful, (669 reviews)
"Very nice stay... Thank you!"
United States
Grace
The price is SARĀ 507
SARĀ 588 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express & Suites La Porte by IHG

Fairfield Inn & Suites by Marriott New Buffalo

Fairfield Inn & Suites by Marriott New Buffalo
3.0 star property
New Buffalo
8.4 out of 10, Very Good, (1,002 reviews)
"Everything was comfortable."
United States
Miseon
The price is SARĀ 522
SARĀ 553 total
includes taxes & fees
28 Jun - 29 Jun
Fairfield Inn & Suites by Marriott New Buffalo

Travelodge by Wyndham La Porte/Michigan City Area

Travelodge by Wyndham La Porte/Michigan City Area
2.0 star property
La Porte
7.4 out of 10, Good, (699 reviews)
"Great"
United States
Natasha
The price is SARĀ 334
SARĀ 374 total
includes taxes & fees
29 Jun - 30 Jun
Travelodge by Wyndham La Porte/Michigan City Area

The Blue Heron Inn

The Blue Heron Inn
3.0 star property
La Porte
9.0 out of 10, Wonderful, (581 reviews)
"The room was very clean and comfortable. The staff were very polite and helpful. I would recommend this hotel to everyone. The restaurant is amazing"
United States
Mary
The price is SARĀ 488
SARĀ 547 total
includes taxes & fees
9 Jul - 10 Jul
The Blue Heron Inn

Pine Lake Resort and Banquets

Pine Lake Resort and Banquets
2.5 star property
La Porte
6.8 out of 10, (649 reviews)
"Cheap for a night's sleep. Worked for us. Wish they would clean the rooms better. "
United States
Heather
The price is SARĀ 334
SARĀ 384 total
includes taxes & fees
1 Jul - 2 Jul
Pine Lake Resort and Banquets

Hampton Inn LaPorte IN

Hampton Inn LaPorte IN
2.5 star property
La Porte
8.2 out of 10, Very Good, (831 reviews)
"Miss some more light and healthy options "
United States
Juan
The price is SARĀ 486
SARĀ 544 total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn LaPorte IN

Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo
2.5 star property
New Buffalo
6.8 out of 10, (1,049 reviews)
"Decent place to stay for a last minute holiday weekend trip. Disappointed that the pool and hot tub was out of commission."
United States
Joshua
The price is SARĀ 304
SARĀ 328 total
includes taxes & fees
28 Jun - 29 Jun
Baymont by Wyndham New Buffalo

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94
2.5 star property
New Buffalo
8.4 out of 10, Very Good, (1,216 reviews)
"Hot tub is great location is great and love the staff"
United States
Leslie
The price is SARĀ 339
SARĀ 359 total
includes taxes & fees
30 Jun - 1 Jul
Quality Inn Near Interstate I94
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Where to stay in Chesterton

Find the best Chesterton areas and neighborhoods for the activities you enjoy most.

Porter Beach

While visiting Porter Beach, you might make a stop by sights like Lake Michigan and Indiana Dunes National Park.

Stay near popular Chesterton attractions

Learn more about Chesterton

Nestled along Lake Michigan's shore, this small town offers scenic trails through Indiana Dunes National Park for hiking and birdwatching. Coffee shops and local restaurants line the historic downtown, while nearby beaches provide perfect spots for summer swimming and sunset views.

Photo by Ruslian
Open Photo by Ruslian

Top Chesterton Hotel Reviews

More cheap stays in Chesterton

Find out more about Chesterton

Top reasons to visit Chesterton

  • Outdoor Adventures: Chesterton is perfect for nature lovers, offering scenic trails, beautiful beaches, and state parks for exploration.
  • Local Wineries: Enjoy a visit to nearby wineries, tasting local wines and experiencing the region's charm.
  • Family-Friendly Atmosphere: The community is welcoming for families, featuring parks, playgrounds, and recreational activities.
  • Comfortable Accommodations: Choose from a variety of lodging options, including pet-friendly hotels and cozy bed and breakfasts.
  • Vibrant Local Scene: Explore local dive bars and unique dining options that highlight Chesterton's culture and hospitality.

Find great hotels near Chesterton

Discover a range of comfortable accommodations in Chesterton, Indiana, perfect for every type of traveler. From family-friendly hotels to charming bed and breakfasts, you'll find options that cater to both business and leisure needs. Many local hotels are pet-friendly and offer essential amenities to ensure a pleasant stay. Explore hotel reviews and experience the welcoming hospitality that Chesterton has to offer.

  • Baymont by Wyndham Michigan City: A welcoming retreat for both business and leisure travelers, Baymont by Wyndham Michigan City is situated a mere 16.1km from Chesterton. This hotel offers a family-friendly atmosphere, complete with amenities for children, such as complimentary cribs. Ideal for pet owners, the property allows pets with a waived fee for service animals, making it a great choice for those traveling with furry companions. Guests appreciate the comfortable accommodations, friendly service, and convenient location, ensuring a pleasant stay for everyone.
  • Microtel Inn & Suites by Wyndham Michigan City: Perfect for the modern traveler, Microtel Inn & Suites by Wyndham Michigan City offers a unique atmosphere that embraces diversity and inclusivity, with a focus on LGBTQIA-friendly hospitality. Located 16.1km from Chesterton, this hotel provides a cozy and inviting environment ideal for both business trips and leisurely escapes. Guests have praised the clean, well-appointed rooms and the welcoming staff, making it a prime choice for those seeking a supportive and friendly atmosphere during their stay.
  • Days Inn by Wyndham Portage/Indiana Dunes National Park: Located just 9.7km from Chesterton, Days Inn by Wyndham Portage is a nature lover's paradise. With its close proximity to the stunning Indiana Dunes National Park, this hotel is perfect for travelers looking to immerse themselves in the great outdoors. Guests can enjoy comfortable accommodations while exploring the natural beauty of the area. The property’s inviting ambiance and convenient amenities make it a great base for outdoor adventures, ensuring a memorable stay for nature enthusiasts.

Where to stay in and around Chesterton

Chesterton, Indiana, is a charming destination perfect for outdoor adventures and scenic relaxation. Explore local wineries and enjoy the family-friendly atmosphere just a stone's throw from the downtown area. This vibrant community offers ample recreational opportunities, making it a great spot for romantic getaways or business trips alike. Experience the unique blend of tranquility and excitement that Chesterton and its nearby regions have to offer during your vacation.

  • Michigan City: Located 17.7km from Chesterton, Michigan City is a vibrant destination known for its stunning scenery and outdoor adventures. Visitors flock here during the summer months, especially from June to August, to enjoy the beautiful beaches and recreational areas. The city features a variety of attractions, including the nearby Indiana Dunes National Park, where you can hike and explore unique landscapes. Don’t miss the local playgrounds and wellness centers that offer body treatment services, ensuring relaxation after a day of adventure.
  • Portage: Just 9.7km from Chesterton, Portage offers an excellent blend of natural beauty and community spirit. This city sees a steady flow of visitors year-round, with peaks during the warm summer months. Portage is perfect for outdoor enthusiasts, boasting scenic parks and fairgrounds that host exciting events throughout the year. The city's proximity to the Indiana Dunes National Park makes it a fantastic base for hiking and exploring the region's diverse ecosystems. Whether you're attending a fairground show or enjoying recreational activities, Portage has something for everyone.
  • Porter: Nestled in the Chesterton area, the charming village of Porter invites travelers to experience its quaint charm and beautiful landscapes. The village sees a moderate influx of visitors, particularly between June and August, who come for the outdoor adventures and scenic views. Popular activities include visiting local recreational areas and playgrounds, as well as enjoying the vibrant atmosphere of community fairs. With close access to the Indiana Dunes National Park and stunning dunes, Porter is an ideal spot for those looking to immerse themselves in nature while enjoying a small-town vibe.

Things to do in and around Chesterton

Chesterton offers a perfect blend of outdoor adventure and relaxation for tourists. You can explore scenic nature walks, enjoy a round of golf, and visit nearby wineries. For a more laid-back experience, check out the local dive bars and recreational areas, which often feature playgrounds and body treatment options. Whether you're seeking adventure or leisure, Chesterton has something for everyone.

Shopping

For unique gifts and souvenirs, visit local shops in Chesterton. If you're up for a drive, check out Lighthouse Place Premium Outlets 17.7km away, or Westfield Southlake Mall, 25.7km away, for a wider selection of brands and family-friendly entertainment.

Recreation

Marquette Park offers a peaceful retreat with scenic views, perfect for relaxation and leisurely strolls. The Course at Aberdeen invites golf enthusiasts to enjoy its beautiful landscapes while indulging in outdoor sports. For a unique twist, the Disk Golf Course provides a fun, active experience in a natural setting.

Adventure

At Deep River Water Park, 20.9km from Chesterton, enjoy thrilling water slides and relaxing pools, perfect for family fun and adventure. Explore the scenic Cowles Bog Trailhead in Chesterton, where you can hike amidst beautiful landscapes and experience the great outdoors in a serene setting.

Nightlife

In Chesterton, the nightlife scene is vibrant and diverse. Enjoy live performances at the Chicago Street Theatre or catch a movie at Cinemark Valparaiso for a family-friendly vibe. For a more cultural experience, the Guy Foreman Bicentennial Amphitheater offers engaging shows, making for a memorable evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chesterton

Chesterton provides several opportunities for budget-friendly activities, including free access to beautiful beaches like Lake View Beach and Portage Lakefront Beach. To save on accommodation, consider visiting during the cheaper months of January to February or November, with Mondays typically offering the best rates. For transportation, renting bicycles is a cost-effective way to explore. Additionally, use Expedia to find exclusive discounts and package deals that combine hotels, flights, and activities for better savings. Be sure to filter your searches by price to find the best deals available.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chesterton are January to February and November, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chesterton is Monday. The most expensive day to stay in Chesterton is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chesterton with your flights and activities through an Expedia package deal.

Find the best attractions in and around Chesterton

Chesterton, Indiana, is perfect for outdoor and adventure vacations, offering stunning scenery and a variety of attractions. Visitors can explore beautiful beaches, state parks, and urban parks, making it ideal for families and those seeking outdoor experiences. Whether you want to relax by the water or enjoy nature trails, Chesterton has something for everyone looking to create lasting memories.

  • Indiana Dunes National Park: Experience the stunning beauty of Indiana Dunes National Park, located a mere 4.8km from Chesterton. With miles of sandy beaches along Lake Michigan, towering dunes, and diverse ecosystems, this park offers endless opportunities for outdoor adventure, scenic hikes, and breathtaking views.
  • Indiana Dunes Visitor Center: Situated within Chesterton, the Indiana Dunes Visitor Center is your gateway to family-friendly exploration. Engage in educational exhibits, pick up maps for hiking trails, and get tips for outdoor activities that highlight the park's natural wonders.
  • Bailly Homestead - American Indians and Fur Traders: Discover the rich cultural history at Bailly Homestead, also located in Chesterton. This historic site offers a glimpse into the lives of American Indians and fur traders, featuring restored buildings and interpretive programs that connect visitors to the area's heritage.

The nearest major airports for your trip to Chesterton

Traveling to Chesterton, Indiana, is convenient with three major airports nearby. Chicago O'Hare International Airport (ORD) is 80.5km away, with hotels like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hilton Chicago O'Hare Airport, both offering easy access. Chicago Midway International Airport (MDW) is 59.5km from Chesterton, featuring luxury options like the 5-star Nobu Hotel Chicago. Lastly, South Bend International Airport (SBN) is 62.8km away, with the 4-star Doubletree Hotel South Bend providing free airport transportation. Each airport offers a range of accommodations for a comfortable stay before your journey to Chesterton.

Frequently asked questions

Where is the best place for a stay in Chesterton?
Based on our traveler data, Best Western Indian Oak is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good options for your trip include Spring House Inn and Waterbird Lakeside Inn. See all available top hotels, or vacation rentals in Chesterton.
What are some of the best vacation home rentals that Chesterton has to offer?
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park: Visitors like this Chesterton vacation home rental. It offers a patio, a private yard, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of books. See all vacation rentals in Chesterton.
If I need to cancel my hotel reservation in Chesterton, will I receive a refund?
Yes! Most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterton.
Where can I learn more about changing or cancelling my trip to Chesterton?
For additional details about picking new dates or cancelling your trip to Chesterton, head over to our customer service page.
What's the best accommodation for a family vacation to Chesterton?
Best Western Indian Oak is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other choices to stay with the kids include Hilton Garden Inn Chesterton and Comfort Inn & Suites Porter near Indiana Dunes. Attractions in the area like Washington Park Zoo and Deep River Water Park are also fun for kids of all ages. Find more child-friendly accommodations in Chesterton.
What is the top LGBTQ-friendly hotel in Chesterton?
Hilton Garden Inn Chesterton is a top LGBTQ-friendly hotel that features free parking and a 24-hour fitness center. Quality Inn Chesterton near Indiana Dunes National Park I-94 is another good option for your stay.
What's the best pet-friendly place to stay in Chesterton?
Furness Mansion is a top dog-friendly hotel, and offers free use of bicycles along with in-room kitchenettes for its human guests. Two other good options for you and your pet include Hilton Garden Inn Chesterton and Fairbridge Inn Express Chesterton. See more pet-friendly hotel accommodations in Chesterton.
Where is the best hotel to stay with easy access to Coffee Creek Watershed Conservancy Preserve?
Hilton Garden Inn Chesterton is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located just a short 0.9 mi (1.4 km) from Coffee Creek Watershed Conservancy Preserve. Other good options within a few miles include Best Western Indian Oak and Quality Inn Chesterton near Indiana Dunes National Park I-94.
What are some accommodations with pools in Chesterton?
Best Western Indian Oak: Hotel located near Indiana Dunes National Park. Features a sauna, an indoor pool, and free self parking. Spring House Inn and Hilton Garden Inn Chesterton are a couple of other choices with an onsite pool. View all hotels with pools in Chesterton.
What is the best spa hotel in Chesterton?
Furness Mansion is a top spa hotel with 5 rooms, barbecue grills, and laundry facilities. Spend an afternoon at the spa where you'll find Swedish massages, Thai massages, and hot stone massages. In-room massages are also available. See all spa hotels in Chesterton.
What is the best accommodation for staying close to O'Hare International Airport (ORD)?
Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.
What's it like to stay in Chesterton?
Visitors to Chesterton are sure to enjoy the shopping, beaches, and restaurants. Tourists can also enjoy so much more including its coffeehouses. Top sights in the city include Lake Michigan and Indiana Dunes National Park. In Chesterton, there are 62 hotels and other accommodations to choose from. Find out more about Chesterton.
What should I do while I'm visiting Chesterton?
Landmarks like Lustron House, Bailly Homestead - American Indians and Fur Traders, and Chellberg Farm might be worth a visit. Natural beauty is on display at Lake Michigan, Indiana Dunes National Park, and Indiana Dunes Visitor Center. A couple of additional sights to add to your agenda are Coffee Creek Watershed Conservancy Preserve and Indiana Dunes State Park. Check out what more to see and do in Expedia's Chesterton guide.
What's the seasonal weather like in Chesterton?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.